The village of Pleasantville has a The population of 7,019 at the 2010 census. It is located in the town of Mount Pleasant. Pleasantville is home to a campus of Pace University and to the Jacob Burns Film Center. Pleasantville was the original home of Reader's Digest, which still uses a Pleasantville postal address.

In the years, Pleasantville quickly developed from a country village into a bustling modern suburb of New York, with a large number of workers commuting between the village and the metropolis on what is now the Metro-North Railroad's Harlem Line. During the first two decades of the 20th century, roads were paved for the first time, water mains were installed, and electrical wires brought power to the village's houses. Other improvements during the first half of the 20th century include the construction of Soldiers and Sailors Field in 1909, the Saw Mill River Parkway in 1924, the Rome Theater in 1925, Memorial Plaza in 1930, Parkway Field in 1930, and Nannahagen Park in 1937. By the time of World War II, the village had taken on the appearance that it bears today.

Pleasantville's reputation as a cultural center was enhanced in 2001 with the opening of the nonprofit Jacob Burns Film Center in the landmark Rome Theater, a Spanish mission-style building and one of the first movie theaters in Westchester County. The Burns Center is dedicated to presenting independent, documentary, and world cinema. Guest speakers at the Burns Center have included Jerry Lewis, Woody Allen, Jonathan Demme, Robert Klein, Oliver Stone, Stephen King, Rob Lowe and numerous other notable filmmakers and actors.

Another addition to Pleasantville's cultural scene is the Pleasantville Music Festival, made possible by the Village, over 150 volunteers and the PEAK 107.1, an all-day outdoor event stage at Parkway Field on the second Saturday in July.

From 1975-1987 Pleasantville was home to the New York Football Giants Training Camp. Each summer the Giants would hold their off-season workouts and Training Camp at the Pace University Pleasantville Campus. During their time at Pleasantville thousand would flock to camp. During their stay in Pleasantville many businesses benefited from the influx of people and many of the players would be seen at many of the restaurants and delis in town. To this day many stories told of Giants players frequenting some of the bars in town.

The village of Briarcliff Manor is shared between the towns of Mount Pleasant and Ossining, and lies entirely within the ZIP code of 10510. As of the 2010, the village population was 7,867, over 93% of whom lived in the Town of Ossining. The village motto is a Village between Two Rivers.

Briarcliff Manor is accessed by one major highway, the Taconic State Parkway. It can also be accessed through Route 9, Route 9A, Route 100, and the Saw Mill River Parkway. Briarcliff has a total area of 7 square miles.

Briarcliff Manor Neighborhoods

* The Tree Streets are a network of streets named after trees, such as Satinwood, Larch, and Oak. Some of the oldest houses in the town lie on these streets.

* North State Road is a street with apartment buildings, co-ops, single family homes and businesses.

* Sleepy Hollow Road is the road associated with the legend of Sleepy Hollow. Ichabod Farms, a house associated with the legend's protagonist, Ichabod Crane, can be found on this road.

* The Crossroads area consists of several streets named after local World War II veterans, including Schrade Road, Hazelton Circle, Matthes Road, and Dunn Lane.

Downtown Briarcliff is commonly referred to as Town, is the closest thing to a "main street" in Briarcliff Manor. Briarcliff's "main street" is Pleasantville Road. It is home to the Briarcliff Manor Police & Fire Department as well as a number of commercial establishments. Farther along the road are the Briarcliff High School and Briarcliff Middle School, though they are not technically in the village. The elementary school, Todd School, is located on Ingham Road, which intersects with Pleasantville Road. Todd Lane, the older portion of Carleton Avenue up to the 9A entrance and Horsechestnut are part of the village.

Long Hill Road stretches a long distance across Briarcliff and consists of Long Hill Road East and Long Hill Road West. This road connects to a variety of roads such as Scarborough Road, Tuttle Road, Elm Road

Meadowbrook Farm is an area that falls under the postal and school systems of Briarcliff Manor but is not governed under the village, rather by the Town of Mount Pleasant. The area starts on the newer portion of Carleton Avenue from the Route 9A entrance, and ends where Carleton Avenue touches Old Chappaqua Road. The name of the streets in this area are Pea Pond Lane, Pine Hill Court, Briar Corners, Woodsford Bend, Fox Run Road, Stonington Drive, Stonington Heights, Patricia Lane, and Iron Ridge Oval.

Scarborough is a hamlet split between the villages of Briarcliff Manor and Ossining along the Hudson River that has a post office and train station on the Metro-North Hudson Line. Scarborough is not incorporated in Briarcliff's School District.

Chilmark is a residential community and shopping center that are on the northern end of Briarcliff. The shopping center includes a supermarket, Carvel ice cream store, Prescription Plus Pharmacy, Radio Shack, pizzeria, and other stores. The name of the area comes from the castle-like Chilmark Mansion. Like Scarborough, Chilmark is not incorporated in Briarcliff's School District. Children from this neighborhood fall under the Ossining School District's jurisdiction.

The village is known for its award-winning school district and is home to Briarcliff High School.

Briarcliff Manor is home to a campus of Pace University and was the former home of Briarcliff College.

The Sleepy Hollow Country Club was formerly the home of Commodore Cornelius Vanderbilt's granddaughter Margaret, designed by Stanford White.
The late Brooke Astor's home Holly Hill is located in Briarcliff Manor.
The Edith Macy Conference Center, an internationally important conference and training facility owned by the Girl Scouts of the USA (GSUSA), is in Briarcliff Manor.
Briarcliff is the site of the Trump National Golf Course (formerly Briar Hall Country Club), owned by the real-estate mogul Donald Trump.